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The Catalyst‐Controlled Divergent Cascade Reactions of Homo‐Propargylic Amines and Nitrones: Synthesis of Pyrrolo‐Isoxazolidines and γ‐Lactams
Author(s) -
Kong Yuanfang,
Liu Yingze,
Wang Boyi,
Li Shengli,
Liu Lingyan,
Chang Weixing,
Li Jing
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701476
Subject(s) - chemistry , hydroamination , stereocenter , catalysis , cascade , cascade reaction , cycloaddition , combinatorial chemistry , nitrone , organic chemistry , enantioselective synthesis , chromatography
Two controllable one‐pot cascade cyclization reactions of homopropargylic amines and nitrones were developed by using different metal Cu and Ag salts. The pyrroloisoxazolidines and γ‐lactams were obtained in good to high yields, respectively. Herein, nitrones played dual roles, both as 1,3‐dipoles and oxidants, and four stereocenters were simultaneously formed in the hydroamination cyclization‐1,3‐dipolar cycloaddition cascade reaction of homopropargylic amines and nitrones in the presence of AgOAc.